$365,000 $210 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1735  |  Acres: 0.54
Listed on Wednesday Jun 25, 2025
Description: Welcome to this beautifully updated four-bedroom home, ideally located in a sought-after North Bennington neighborhood. Situated on over half an acre, this property offers the perfect balance of privacy and convenience--just steps from scenic hiking trails and close to Bennington College. Step inside to discover a freshly renovated kitchen and bathroom, complemented by new flooring throughout the home. Brand new first floor half bath and mudroom entrance recently added. The dining room features a sliding glass door that opens to a spacious back deck, perfect for outdoor dining and relaxing. A covered front porch adds classic New England charm and a welcoming touch. With a large attached garage offering plenty of storage and workspace, this home is as practical as it is inviting. Whether you're enjoying the peaceful surroundings or entertaining guests, this home provides comfort, style, and a true sense of place in a friendly, walkable neighborhood. Don't miss this North Bennington gem--schedule your showing today! See Listing Details & 45 images.

New Listing! Bennington VT Home for sale $389,000 $240 per sq.ft.

$389,000 $240 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2516  |  Acres: 0
Listed on Thursday Jun 11, 2026
Description: Build Your Dream Home--Without Starting From Scratch Now is your chance to own a brand-new home and still make it your own. This beautifully designed new construction home is currently underway and offers buyers the exciting opportunity to select their own finishing touches and create a space that reflects their style and vision. Featuring 4 bedrooms and 2 full bathrooms, this thoughtfully designed floor plan offers the flexibility and convenience of one-level living--with a bedroom, full bath, laundry, kitchen, dining area, and living room all located on the main level. Love the idea of extra space? The walkout basement provides incredible future potential and may be finished for an additional price--perfect for expanding living space, creating a family room, home office, gym, or guest suite. Enjoy all the benefits of energy-efficient new construction in a location close to walking trails, shopping, healthcare, and everything Bennington has to offer. ?? New Construction ?? 4 Bedrooms | 2 Full Baths ?? Main-Level Living Option ?? First-Floor Laundry ?? Walkout Basement with Expansion Potential ?? Customize Your Finishes ?? Energy Efficient Design Don't wait until it's finished--this is your opportunity to personalize your future home and make it uniquely yours. Reach out today for details and available selections! Listing Agent is owner. See Listing Details & 15 images.

Under Contract Bennington VT Home for sale $399,900 $211 per sq.ft.

$399,900 $211 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1896  |  Acres: 0.33
Listed on Monday May 11, 2026
Description: This c. 1936 4BR/2BA home has been beautifully updated to blend timeless architectural character with modern comfort and convenience. Meticulously maintained throughout, it features gleaming hardwood floors, vintage details and thoughtful updates designed for today's lifestyle. The stunning granite kitchen offers rich cherry cabinetry and stainless steel appliances, all new in 2024, creating a warm and functional space for cooking and gathering. The expansive primary suite is a true retreat, complete with an oversized walk-in shower, double vanity with granite countertop, and abundant space to unwind. Three additional guest bedrooms and a full guest bath provide flexibility for family, guests, or home office needs. The finished attic is perfect for a playroom or creative space and the home offers abundant storage throughout. Step outside to enjoy the brand-new expansive deck overlooking the yard, along with a shed and additional outbuilding for hobbies, gardening, or extra storage. Located in the Clarks Woods neighborhood, this charming home is convenient to the country club, hospital, and other local amenities while offering the comfort of a lovely residential setting. 0.33 acre. See Listing Details & 59 images.

$419,000 $198 per sq.ft. Bennington VT Home »


Price Change! Reduced by $10,000 down 2% on May 31st 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2119  |  Acres: 0.69
Listed on Friday May 8, 2026
Description: A must-see! Nestled in a quiet neighborhood just minutes from downtown dining and shopping, this beautifully maintained home offers comfort, flexibility, and thoughtful upgrades throughout. Completely renovated approximately 10 years ago, the home features a well-designed gourmet kitchen with granite countertops, a copper sink, soft-close cabinetry, and a custom built-in wine rack. French doors lead to a charming screened porch, perfect for relaxing or entertaining. The upper level offers three bedrooms, including a spacious primary suite with a private ensuite bath, as well as an additional full bathroom. A separate first-floor bedroom w/living space is currently being used as an in-law suite with its own private feel, offering excellent potential for guest accommodations, multigenerational living, or possible Airbnb/rental income. Sliding doors open to a stone patio and a semi-wooded backyard offering privacy and seclusion. Additional highlights include a large attached two-car garage, a semi-finished basement with ample storage space, a newer roof and gutters, paved driveway with drainage system, newer garage door, and updated furnace. The major improvements have already been taken care of -- simply move in and enjoy. Schedule your showing today! See Listing Details & 59 images.

$499,000 $55 per sq.ft. Bennington VT Home »

6 Beds | 6 Baths |   Total Sq. Ft. 9000  |  Acres: 0.28
Listed on Tuesday May 5, 2026
Description: 15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground level there are two prime street front retail spaces on Main Street one the long-term home of the Bennington Banner plus a 4,000 plus sq ft flex space in the rear of the building with great access consisting of open warehouse space ideal for light manufacturing (3 Phase Power), R & D, climate controlled storage, or if you are a service provider company (electrical, plumbing and heating, etc.) in need of more space for at grade storage of inventory, vehicles and offices with easy access it is ideal space to run a service business from. Significant renovations have been completed to the interior 2nd floor of the building. This space is roughly 6,000 sq ft and is a blank slate at present but has been prepped for a residential buildout including plumbing for bathrooms, fire alarm and full sprinkler system, electrical service and other new systems in place. Informal plans have configured 2 to 7 possible apartments in this space depending on size and cost vs. income analysis OR possibly a large in-town owners' residence with skiing, hiking and other year-round outdoor recreational opportunities in the Green Mountain National Forest and Lakes and Rivers within it just a short drive away. Final state and local permits required for finalized development plan. This space combined with the flex space and retail storefronts along main street would be an ideal mixed-use income property. If creating value and optimizing income with creative development of a fantastic building is intriguing, this is an unbelievable and very unique opportunity. At this price point it would be challenging to find another commercial/residential building of this size and condition with this much potential to be solid income property with tremendous equity gain in a very quick timeframe. See Listing Details & 20 images.

$550,000 $279 per sq.ft. Village of Bennington in Town of Bennington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1974  |  Acres: 17.62
Listed on Tuesday May 12, 2026
Description: Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened in porch, and the beautiful front porch where you can sit and enjoy quiet mornings and peaceful evenings? This is that home. Situated on over 17 acres, this property offers not one but two barns, established fenced pastures, and the kind of setting that feels like a Vermont dream. Listen to the breeze move through the grass, watch the leaves change color in the fall, and enjoy the privacy and beauty that surround you. Inside, you'll find five bedrooms and two full bathrooms, with space that invites family dinners, holiday gatherings, and everyday moments that make a house feel special. The usable basement offers excellent storage, workshop potential, tool space, or room for tack and farm equipment. Whether you have horses, farm animals, or simply want the charm and comfort of country living, this property offers the Vermont lifestyle so many people dream about. This is more than a house it's the feeling of finally coming home. See Listing Details & 41 images. Includes a Virtual Tour

New Listing! Village of North Bennington in Town of Bennington VT Home for sale $650,000 $118 per sq.ft.

$650,000 $118 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 5524  |  Acres: 9.89
Listed on Tuesday Jun 9, 2026
Description: Nestled on 9.89 secluded acres in North Bennington, this exceptional 4-bedroom, 3-bath home offers the perfect blend of character, comfort, and versatility. The sprawling residence features a beautiful interior highlighted by stunning post-and-beam cathedral ceilings and inviting living spaces designed for both everyday living and entertaining. The heart of the home is the large open space combining a kitchen and spacious living room, where a cozy wood stove creates a warm and welcoming atmosphere. Additional living spaces include a formal dining room, private office, library space and a large mudroom with attractive brick flooring that provides a practical transition from the outdoors. Upstairs, you'll find a wonderful studio space ideal for artists, hobbyists, or anyone seeking a creative retreat. The property also boasts a huge, heated workshop, offering endless possibilities for craftspeople, entrepreneurs, or storage needs. Adding to the home's versatility is a second-floor studio apartment with its own private entrance and screened porch, making it ideal for guests, extended family, rental income, or multi-generational living. A substantial barn/garage with a loft area provides even more space for vehicles, equipment, storage, or future expansion possibilities. Recent updates include a newer boiler and hot water heater, providing peace of mind and modern efficiency. The expansive grounds offer privacy and room to roam, while approximately 100 feet of road frontage on Matteson Road may present future building opportunities, subject to local approvals. A rare North Bennington offering that combines space, charm, flexibility, and potential in a beautiful country setting. See Listing Details & 49 images.

$695,000 $626 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1614  |  Acres: 14.7
Listed on Friday May 15, 2026
Description: Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the main floor, along with a three quarter bath. A versatile loft area provides the perfect space for a home office, study area, or cozy kids' hangout. The finished lower level expands the living space with two additional guest bedrooms, full bath, mechanical room with laundry hookups and ample storage. A one-car garage adds convenience and functionality. Step outside to the expansive deck designed for exceptional three-season living, where you can unwind, entertain, and enjoy amazing views in complete privacy. Fully renovated and move-in ready, including a new roof installed in 2024 as well as new furnace, new skylights, new flooring on the lower level and more, this special property combines modern comfort with the peace and beauty of a protected natural setting. See Listing Details & 60 images. Includes a Virtual Tour

Under Contract Village of Old Bennington in Town of Bennington VT Home for sale $1,495,000 $234 per sq.ft.

$1,495,000 $234 per sq.ft. Village of Old Bennington in Town of Bennington VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 6392  |  Acres: 4.5
Listed on Friday Jan 30, 2026
Description: Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home's historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless architectural details at every turn. Enter into a large, welcoming foyer highlighted by a grand staircase that sets the tone for the home's classic elegance. Generous living and gathering spaces flow seamlessly, while the chef's kitchen enjoys dramatic eastern views, filling the home with morning light. The primary suite is a true retreat, complete with its own fireplace and a large sunroom perfect for quiet mornings or evening relaxation. A convenient second-floor laundry area enhances everyday living. Outside, the 4.5-acre setting is framed by stacked stone walls, a serene spring-fed pond, and lovely birch trees. A two-story carriage barn with garage space complements the property, completing this rare offering where historic beauty, thoughtful updates, and pastoral Vermont charm come together effortlessly. See Listing Details & 58 images. Includes a Virtual Tour

Under Contract Bennington VT Home for sale $1,950,000 $280 per sq.ft.

$1,950,000 $280 per sq.ft. Bennington VT Home »

9 Beds | 7 Baths |   Total Sq. Ft. 6956  |  Acres: 94.56
Listed on Sunday Jan 18, 2026
Description: Built in 1866, this French Provençal-inspired stone estate is a rare and distinguished offering, blending historic grandeur with pastoral beauty on 94.56 acres just outside historic Bennington, Vermont. Commanding sweeping mountain views, the property delivers exceptional privacy while remaining conveniently close to town amenities. The main residence offers 9 bedrooms and 7 bathrooms, distinguished by 11-foot ceilings on the main level, extensive decorative moldings, and eight fireplaces that create warmth, character, and architectural depth throughout. Elegant formal living spaces flow seamlessly into a grand dining room with rich mahogany floors, perfectly suited for entertaining on an intimate or grand scale. Outdoors, the estate is equally captivating. A heated Gunite pool and expansive stone patio overlook rolling grounds that include a barn, artist's studio, three-car garage, and a charming three-bedroom caretaker's cottage-ideal for guests, staff, or extended family. Privately sited yet ideally located on the outskirts of Bennington, the property offers easy access to shopping, fine dining, and live theater, as well as nearby ski mountains and cross-country skiing. Conveniently positioned just 45 minutes from Albany International Airport and approximately three hours from Boston and Manhattan, this extraordinary stone estate presents a rare opportunity to enjoy timeless elegance, exceptional amenities, and an unparalleled Vermont lifestyle. See Listing Details & 58 images. Includes a Virtual Tour

Under Contract Benson VT Home for sale $255,000 $91 per sq.ft.

$255,000 $91 per sq.ft. Benson VT Home »


Price Change! Reduced by $10,000 down 4% on May 13th 2026
7 Beds | 3 Baths |   Total Sq. Ft. 2800  |  Acres: 1
Listed on Tuesday Apr 28, 2026
Description: A rare opportunity to own a largely renovated, income-producing multi-family property that blends historic Vermont charm with modern efficiency. Listed for under appraised value! Originally built circa 1865, this classic farmhouse has been thoroughly updated, allowing for immediate ownership without additional capital investment. Improvements include new plumbing, HVAC, electrical, vinyl windows, flooring, appliances, and fresh interior paint. Offering approximately 2,800 square feet, the property includes seven bedrooms and three full bathrooms across two separate living units, creating flexible options for investors, owner-occupants seeking rental income, or multi-generational living. Current rental income is $2,450 per month, providing solid cash-flow potential and long-term value. The home sits on a level, landscaped one-acre lot, offering space for gardens, a garage, or future expansion. The property is within walking distance to the library, local restaurant, church, and school. Outdoor recreation is close at hand with Lake Champlain, nearby ATV and snowmobile trails, and Killington Ski Resort less than an hour away. Zoned residential/mixed-use, the property supports residential living alongside rental income or a home-based business. Separate entrances and utilities add privacy and flexibility. 2830 Stage Road delivers a rare combination of turnkey updates, historic character, and dependable income potential. See Listing Details & 56 images.

$629,000 $229 per sq.ft. Benson VT Home »


Price Change! Reduced by $30,000 down 5% on May 20th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2744  |  Acres: 17
Listed on Monday Apr 27, 2026
Description: Seventeen acres. Lake Champlain down the road. A setup that actually delivers on the Vermont lifestyle without the usual compromises. Set along North Lake Road in Benson, just moments from the Benson boat launch, this fully renovated farmhouse sits on a highly usable mix of open pasture and productive land. About five acres are mostly fenced for animals, with the balance level, hayed, and tillable. The home has been completely updated, offering classic farmhouse character without the project list. Inside features four bedrooms, two bathrooms, first-floor laundry, stone countertops, stainless steel appliances, and a large living area with a pellet stove and mini split. Upstairs, the primary suite includes a walk-in closet and private en suite. The basement is dry, and metal roofing adds long-term peace of mind. A covered back porch overlooks your land and pond, perfect for morning coffee or evening sunsets. Outbuildings set this property apart. Attached one-car garage with power, plus a massive metal garage with space for at least six vehicles and ceiling height for lifts. The barn includes power, water, horse stalls, tack room, and hay storage above, and once housed a well-known racehorse. A four-bay pole barn with power adds even more flexibility. The land itself offers more than just usability, it's also a great setting for anyone who enjoys the outdoors, with abundant deer, turkey, and other wildlife regularly passing through the property. Less than a mile to Lake Champlain and an easy drive to Killington. If you've been waiting for usable land, a move-in ready home, and serious infrastructure, this is it. See Listing Details & 60 images. Includes a Virtual Tour

$799,000 $463 per sq.ft. Benson VT Home »


Price Change! Reduced by $200,000 down 25% on June 11th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 1727  |  Acres: 231
Listed on Friday Apr 24, 2026
Description: Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature woodland, 3.8 acres of wetland/open water, and a 6.4-acre farmstead complex. Livestock operations are supported by electric-fenced paddocks, a classic dairy barn, and a large equipment barn. The dairy barn offers excellent versatility--continue agricultural, or conversion to other options. The main residence offers four spacious bedrooms, including three with ensuite bathrooms, plus a half bath on the main level. A large eat-in kitchen and comfortable living spaces make the home ideal for everyday living or hosting. Additional features include a chicken coop and established farm infrastructure, making this property ready for immediate use. The property is enrolled in a land trust, with approximately 212 acres protected to preserve its natural beauty. The area of land across the street offers a designated site for a potential new home. Located just 30 minutes from Middlebury, VT, and just down the road from Lake Horntonia, this property combines privacy with accessibility. Whether for farming, livestock, or a private retreat, this is an exceptional opportunity with endless potential. See Listing Details & 46 images.

$1,295,000 $269 per sq.ft. Benson VT Home »

550 Ft. of Waterfront on Lake Champlain
5 Beds | 4 Baths |   Total Sq. Ft. 4809  |  Acres: 90.75
Listed on Tuesday May 19, 2026
Description: Experience the ultimate in country living on this expansive property! This nearly 5,000 sq. ft. home, nestled on over 90 acres, features 500' waterfront on Lake Champlain, two large pastures and a paddock. The home has undergone numerous upgrades along with expanded finished square footage. The open floor plan is a chef's dream, showcasing a gourmet kitchen with a granite counters, stainless-steel appliances, and a convenient butler's pantry. The living room features a striking revolving door that leads to a newly finished bar room, complete with a wet bar and pool table- perfect for entertaining! The primary en-suite bedroom, has a sliding glass door that open to a covered patio deck and hot tub area featuring a generous backyard with fire pit overlooking the mountain views. Recently completed, the upstairs features two spacious bedrooms, a cozy family room, and a full bath. There's also a versatile 1-bedroom/1 bath attached in-law suite, perfect for extended family or guests, complete with its own kitchen and sliders out to a private patio. Recent enhancements include seven additional mini-splits for ideal climate control, a whole-house Generac generator system, high-speed fiber optic internet with a mesh Wi-Fi system, and a new high-efficiency heat pump hot water heater for the main house. For equestrian enthusiasts, a small horse run-in and paddock await your horses. The property's 90.75 acres comprised of 3 surveyed lots; Lot 4 is the house lot at 63.85 acres, adjoining Lot 3 is a 5.97 acre potentially buildable lot with 500' of sloping, wooded lakeshore - with some clearing and subject to permitting, it could make a great house site and potential income opportunity, and Lot 1 is a 20.9-acre lot with existing WW permit for a 3 BR home, another potential income opportunity. This property has it all! Expansive home, recreational land, mountain views and waterfront, additional building lots all in one great location. Come see where home could be! See Listing Details & 57 images.

Under Contract Berlin VT Home for sale $545,000 $181 per sq.ft.

$545,000 $181 per sq.ft. Berlin VT Home »


Price Change! Reduced by $30,000 down 6% on April 30th 2026
6 Beds | 4 Baths |   Total Sq. Ft. 4669  |  Acres: 2
Listed on Thursday Apr 9, 2026
Description: Open house on 5/3 is cancelled. Sorry! This expansive home offers space, versatility, and unique features both inside and out. Large windows fill the home with natural light, highlighting the spacious layout and thoughtful design. The primary suite is a true retreat, featuring oversized closets and a large ensuite bathroom with a relaxing hot tub. The lower level includes a two-bedroom mother-in-law suite, ideal for extended family or guests. The property is well suited for hobbyists or specialized needs, with an oversized garage offering RV or boat parking, plus a detached garage with storage above. The garage also features a massive industrial walk-in freezer--perfect for food storage, wild game, or home-based business use. Additional systems include two Tesla backup batteries and a Gentec generator hookup system, allowing selective power and the ability to disconnect from the grid. Entertaining is effortless in the large great room with hardwood floors, a wet bar, jukebox, and a cozy propane fireplace. The kitchen features a large island, abundant cabinetry, an electric range, and newer appliances including a dishwasher, range, and clothes washer (all approx. 1 year old). A bright sunroom offers flexible use as a mudroom or greenhouse. The home is equipped with four heat pumps, two air conditioning units, and brand new smoke detectors. Connectivity is supported with Trans Video service and Cat6 plenum wiring throughout for reliable internet and smart home capabilities. Set on a large lot extending to the river, the property includes established gardens with rhubarb, blueberry, wild strawberry, raspberry, and abundant blackberry bushes for enjoying fresh, homegrown harvests. See Listing Details & 60 images.

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